Book Exclusive Ashford Vacation Packages

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Ashford flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was CA $600, price is now CA $566 per person
CA $566
per person
Nov 17 - Nov 19
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cromwell Commons Shopping Center and Connecticut River State Wildlife Area are located nearby.
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was CA $798, price is now CA $717 per person
CA $717
per person
Nov 17 - Nov 19
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was CA $643, price is now CA $604 per person
CA $604
per person
Nov 17 - Nov 19
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was CA $619, price is now CA $582 per person
CA $582
per person
Nov 17 - Nov 19
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Great Wolf Lodge Mashantucket

Great Wolf Lodge Mashantucket

2 out of 5
Price was CA $858, price is now CA $810 per person
CA $810
per person
Nov 17 - Nov 19
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Hartford (BDL)
Book a stay at this family-friendly hotel in Mashantucket. Enjoy free WiFi, 4 indoor pools, and 3 restaurants. Popular attractions Foxwoods Resort Casino and Rainmaker Casino are located nearby.

Top Ashford hotels deals

Ashford Motel

Ashford Motel

2 out of 5
26 Ashford Motel Road Ashford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $100 per night
CA $100
CA $119 total
Oct 4 - Oct 5
includes taxes & fees
Stay at this motel in Ashford. Enjoy free WiFi, free parking, and room service. Popular attractions Tinkerville Brook Reserve and Nipmuck Woods are located nearby.
Parking included
Free WiFi
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford CT
Get rates
Book a stay at this beach cabin in Ashford. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Tinkerville Brook Reserve and Westford Hills Distillery are located nearby.
Kitchen
Washer
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford CT
Get rates
Stay at this vacation home in Ashford. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Tinkerville Brook Reserve and Westford Hills Distillery are located nearby.
Kitchen
Washer
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $142 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Common and Sturbridge Common Historic District are located nearby.
Pool
Spa
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $153 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Central Mills Historic District and Southbridge Town Common are located nearby.
Pool
Hot tub
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road Willimantic CT
Free cancellation
Reserve now, pay when you stay
The price is CA $193 per night
CA $193
CA $222 total
Oct 31 - Nov 1
includes taxes & fees
Book a stay at this business-friendly motel in Willimantic. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Brook Mall and Windham Recreation Park are located nearby.
Pool
Hot tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Ashford attractions

Ashford Town Green

Explore the great outdoors at Ashford Town Green, a lovely green space in Ashford. While you're in the area, wander around the natural setting.
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Ashford Vacations

You don't have to know everything about the place to have a fabulous time in Ashford, but you should know a few basic details before you go.

You'll find this Willington neighborhood 5 miles (8 kilometers) east of the downtown area.

Places to visit in Ashford

Head into the wider Willington area and get close to nature with activities like snowboarding. If you're hungry for more, jump at the chance to try some skiing too.

Where do you fly into for Ashford?

Put your seat in the upright position and prepare to hit the tarmac at Bradley International Airport (BDL). This is the closest terminal and it's approximately 25 miles (40 kilometers) to the west from the heart of Ashford. Collect your luggage and start having some fun!

Frequently asked questions

How much are vacation packages to Ashford?
Travelocity has great package deals to Ashford, including flights and hotels, starting from as low as CA $566. With the money you save, you could book some cool tours or maybe even tack on some extra nights to your exciting adventure.
How long should my Ashford vacation be?
Your Ashford break can be as long as you want, but many travelers stay about 3 nights. Hoping to venture out and discover some lesser-known spots? Lock in a couple more nights and experience another side of this place.
Where can I get the best vacation package deals for Ashford?
For the perfect package deal to Ashford, book with Travelocity. Select from 400 air carriers and 1,000,000 properties around the globe to create your ultimate trip — it's as easy as that.
Why should I purchase my Ashford vacation package via Travelocity?
We've got 24/7 support, excellent service and a Price Match Guarantee. Life's a big journey — and we have alluring destinations for you to journey to in every nook and cranny of the globe. Wander with us and your wallet will thank you for it.
Can I save on my Ashford car rental if I combine it with my hotel or flight?
You sure can — bundle your flight, car and hotel into an Ashford vacation package and you'll save plenty. With so much to uncover in the Ashford area, that rental vehicle will make exploring easy. Once you've buckled up, crank up the music and find your way to Times Square, a top attraction roughly 193 kilometers from Ashford.
Which airport is best for Ashford?
Bradley Intl. Airport (BDL) is 48 kilometers from downtown and is the beginning point for many unforgettable adventures. Alternatively, T.F. Green Airport (PVD) is 56 kilometers away from central Ashford and Tweed - New Haven Regional Airport (HVN) is 97 kilometers away from central Ashford.
Where should I stay when visiting Ashford?
If you're searching for someplace comfortable to spend your nights, consider the Lakefront Cabin w/ KING Bed & Amazing Lake Views. It's the top choice for many travelers.

Photos of local treasures

Browse Ashford vacation photos for more inspiration

A close-up of a mushroom with a textured cap, surrounded by foliage.